Holiday rentals in Lakeland Highlands

Christina Casa - a South Lakeland Getaway

Welcome to Christina Casa, your ultimate vacation retreat! Nestled in a quiet South Lakeland Neighborhood, this charming 3-bedroom has 2 full baths. The fully stocked kitchen invites culinary adventures, while the cozy living room offers a plethora of games and books for endless entertainment. Step outside to the inviting patio area, complete with a grill for delightful outdoor dining experiences. Embrace relaxation and adventure at Christina Casa, where making memories await! Come be our guest!

Tranquility! Cozy and quiet home

Spacious house on a quiet street where you can relax and recharge during your central Florida vacation. Sleeps up to 7 people. Guests have access to a full kitchen, a dining room, a large living room and a patio. Guests can also park up to two cars in the enclosed garage and do laundry in the laundry room. Master bedroom has a king size bed, an en-suite bathroom and a walk-in closet for anything you need to store. bedroom two has a king size bed. bedroom three has one queen and one double bed.

South Lakeland Pool Home, Near Streamsong Golf

Spacious 3BR/2.5BA pool home in quiet South Lakeland (Christina neighborhood), sleeps 7. Relax by your private pool after golf, travel, or tournaments. Just 25 min to Streamsong Resort. Loyce Harper Park (baseball/softball, biking) is 2 min away; Christina Park across the street hosts softball tournaments. Eaglebrook Golf & Country Club is nearly walking distance. Minutes from great dining, Bonnet Springs Park, and LEGOLAND. Visit in April for Sun 'N Fun, one of the country's largest air shows!

Updated home with heated & screened in pool

Recently renovated from top to bottom. The bedrooms have a king, queen, and bunk beds. Have a movie night with the 4k projector on the 125 inch screen and a Dolby Atmos soundbar. Cool off and away from bugs in the screened in heated/cooled pool that goes from 3 to 6 feet deep, then relax on the patio furniture. Newly landscaped spacious back yard. Quiet neighborhood so absolutely no parties. Centrally located between Tampa & Orlando. Theme parks, beaches and so much more within an hour or two.

Matty’s Citrus Connection

You are going to love this Citrus themed hideaway with its Old Florida feel that takes you back to simpler times. Rest and relax in this backyard paradise while enjoying all that Lakeland has to offer. Whether you choose a relaxing day enjoying the many local activities , take a day trip to a beautiful Florida-beach , or decide to visit one of Florida’s theme parks , this is the place to stay . We are centrally located and have quick access to Polk Pkwy , so your adventures are unlimited .

Private Pool + Arcade | Near Hospitals & Downtown

Spacious 4BR Lakeland home with private pool, arcade game room, free parking, king & queen beds, fast Wi-Fi, workspace, full kitchen, and roomy living areas. Near Christina Park, Elite Fall Classic Volleyball Center, Advent Health Field House, ISPS August Heat – Softball, Lake Myrtle Sports Park, Lakeland Square Mall, Downtown Lakeland, Lakeland Linder Airport, Orlando Health Lakeland Highlands Hospital, Watson Clinic, Bonnet Springs Park, First Friday events, and LEGOLAND Florida.

The Highland House • Cozy 3BR • Fireplace • Patio

Stylish and spacious, this South Lakeland retreat is the perfect home base for your stay. Enjoy a beautifully updated interior with an open-concept layout, modern kitchen, and cozy living space for relaxing or gathering. With comfortable bedrooms, a large dining area, and plenty of room to unwind, it’s ideal for families, groups, or work trips. Features a screened patio, fenced yard, and keyless entry, all in a quiet neighborhood close to shopping, dining, and local attractions.

Relax in Heated Saltwater Pool w/ Screened Lanai

Experience luxury and comfort in this spacious rental featuring a master suite with king bed and en suite bath, fully equipped kitchen, dedicated office, and cozy living areas. Enjoy a heated saltwater pool, outdoor TV, grill, and large fenced yard. All bedrooms have large beds, TVs, and ample storage. Includes free WiFi, private driveway, and welcome snacks. Perfect for families, couples, or business travelers!

Charming Guesthouse

Escape to a beautifully styled South Lakeland retreat, loved by guests for its comfort, peaceful setting, and convenient location. Settle into a cozy, thoughtfully designed space with fast WiFi, relaxing touches, and a quiet neighborhood feel. Spend your days exploring nearby lakes, dining, shopping, and Central Florida attractions, then return home to unwind, recharge, and enjoy a stay that feels effortless.

Heart of South Lakeland in adorable neighborhood!

In the heart of South Lakeland, in one of the most sought out locations. Easy access to a variety of restaurants, shopping and minutes away from the Polk Parkway and South Florida Ave. Whether your destination is here in Lakeland, to the beach, or off to see Mickey, our goal is to make you feel at home! The home features a newly remodeled kitchen, a smart tv, memory foam mattresses, and all the coffee!

Intimate and peaceful stay

Rest in this intimate and serene room, perfect for two guests. It has a bedroom with a king-size bed, a full bathroom, and an equipped kitchen. The white design conveys calm and freshness. Enjoy the private patio with swing and outdoor table. Start the day with coffee under the sky or relax in the afternoon on the swing. Ideal for couples or solo travelers seeking privacy and tranquility.

Lakeland Highlands Oasis - 3BR Heated Pool Home

* No Pets* Welcome to the Lakeland Highlands Oasis! A 3-bedroom, 2-bath pool home is tucked into a quiet street in South Lakeland, offering the perfect blend of space, location, and peace and quiet. This thoughtfully curated home is designed for comfort—with a spacious backyard,a private pool, and inviting interiors that feel like home. No bbq grill.